What that means is that we have a lot of people with individualist personalities who are developing themselves in a way that is primarily an individual endeavor.
The term gamification has been bandied about a lot to the point of uselessness, but it seems this community benefits directly from such re-framings. Individual endeavours could be considered Level 1.
That sort of makes trying to have well-organized group projects a bit of a challenge. I think if you’re arguing that we should encourage people to develop their social skills, I wouldn’t be opposed to that at all. I think the only sort of challenge you’ll get from taking that route is how to do it without compromising qualities that make us rational (for example, how do we prevent social pressures that encourage irrationality from taking hold).
Level 2 (or 1000, since it seems rather difficult). The trick is to somehow provide “HOWTOs”. Lesswrong speedruns (sic) consist of a hodgepodge of absorbing the Sequences, HPMoR, SSC and this site, depending on how far back one wants to go.
Two words, one meme: Robin Hanson.